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Turkesterone - CAS 41451-87-0

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Category
ADCs
Product Name
Turkesterone
Catalog Number
41451-87-0
CAS Number
41451-87-0
Description
Turkesterone is a phytoecdysteroid possessing an 11alpha-hydroxyl group, also is an analogue of the insect steroid hormone 20-hydroxyecdysone.
Molecular Weight
496.63
Molecular Formula
C27H44O8
COA
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MSDS
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Structure
CAS 41451-87-0 Turkesterone
Specification
Purity
>95%(HPLC)
Appearance
White powder
Application
ADCs Cytotoxin
Storage
Store at +4 °C, in dark place.
Solubility
Practically insoluble in water, soluble in ethanol, methanol and not soluble in chloroform
Reference Reading
1.ACVR1 gene mutations in four Turkish patients diagnosed as fibrodysplasia ossificans progressiva.
Eresen Yazıcıoğlu C1, Karatosun V, Kızıldağ S, Ozsoylu D, Kavukçu S. Gene. 2013 Feb 25;515(2):444-6. doi: 10.1016/j.gene.2012.12.005. Epub 2012 Dec 20.
Fibrodysplasia ossificans progressiva (FOP) is a rare genetic disease characterized with congenital malformations of the great toes and progressive heterotopic ossifications in the skeletal muscles and soft tissue. FOP has been associated with a specific point mutation on the ACVR1 (Activin A receptor type I) gene. Four sporadic cases clinically diagnosed as FOP have been included in this study for mutational analysis. In three patients, heterozygote c.617G>A; p.R206H mutation was detected by both DNA sequence analyses and by HphI restrictive enzyme digestion. In the fourth patient, a heterozygote c.774G>T; p.R258S mutation in exon 5 was detected by DNA sequence analysis.
2.Synthesis and biological activities of turkesterone 11alpha-acyl derivatives.
Dinan L1, Bourne P, Whiting P, Tsitsekli A, Saatov Z, Dhadialla TS, Hormann RE, Lafont R, Coll J. J Insect Sci. 2003;3:6. Epub 2003 Feb 24.
Turkesterone is a phytoecdysteroid possessing an 11alpha-hydroxyl group. It is an analogue of the insect steroid hormone 20-hydroxyecdysone. Previous ecdysteroid QSAR and molecular modelling studies predicted that the cavity of the ligand binding domain of the ecdysteroid receptor would possess space in the vicinity of C-11/C-12 of the ecdysteroid. We report the regioselective synthesis of a series of turkesterone 11alpha-acyl derivatives in order to explore this possibility. The structures of the analogues have been unambiguously determined by spectroscopic means (NMR and low-resolution mass spectrometry). Purity was verified by HPLC. Biological activities have been determined in Drosophila melanogaster B(II) cell-based bioassay for ecdysteroid agonists and in an in vitro radioligand-displacement assay using bacterially-expressed D. melanogaster EcR/USP receptor proteins. The 11alpha-acyl derivatives do retain a significant amount of biological activity relative to the parent ecdysteroid.
3.The minor ecdysteroids from Ajuga turkestanica.
Guibout L1,2, Mamadalieva N3, Balducci C2, Girault JP4, Lafont R1. Phytochem Anal. 2015 Sep-Oct;26(5):293-300. doi: 10.1002/pca.2563. Epub 2015 May 8.
INTRODUCTION: Ajuga turkestanica is a plant used in traditional medicine for its high ecdysteroid content, including the presence of the particularly active turkesterone, which possess efficient anabolic activity.
4.Additional minor ecdysteroid components of Leuzea carthamoides.
Budesínský M1, Vokác K, Harmatha J, Cvacka J. Steroids. 2008 May;73(5):502-14. doi: 10.1016/j.steroids.2007.12.021. Epub 2007 Dec 28.
Seventeen additional minor ecdysteroid compounds were isolated and identified from the roots of Leuzea carthamoides (Wild.) DC. Eight of them are new phytoecdysteroids: carthamoleusterone (13) is a new side-chain cyclo-ether with five-membered ring; 14-epi-ponasterone A 22-glucoside (12) is a rare and unusual natural 14 beta-OH epimer; 15-hydroxyponasterone A (11) is also new and rare with its C-15 substituted position, as well as 22-deoxy-28-hydroxymakisterone C (18) possessing secondary hydroxyl in position C-28 and 26-hydroxymakisterone C (20) with hydroxy groups in positions 25 and 26. New are also 1 beta-hydroxymakisterone C (21) and 20,22-acetonides of inokosterone (8) and integristerone A (10). Series of already known ecdysteroids: ecdysone (1), 20-hydroxyecdysone 2- and 3-acetates (3 and 4), turkesterone (6), inokosterone (7), 24-epi-makisterone A (14), and amarasterone A (22) are reported here as new constituents of L. carthamoides.
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